Chapter: Vengeance -
Lift OffUpon reaching the hangar, you'll have to head outside through the red back door. As Leo, interact with the front seat of the helicopter to try to take off, although you'll be unsuccessful, you will grab the achievement.
This trophy can be seen in the video guide at 15:42:
NOTE: Achievements are only available to owners of the game. Players using the "Free Trial" friend pass will NOT unlock achievements.